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Country Roads of Tuscany & Central Italy (Classic)

9 days
From Rome to Pienza
4.5
2 traveler reviews
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-9%
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Plan your adventure:
Explorer
Curated to ignite your sense of adventure
Fully Guided
An experienced guide will be with you for the entire tour
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Rome

    You'll arrive in Rome and get settled in for the evening. This is your chance to meet your Travel Director and the other people on this trip over dinner at a local Roman restaurant, where they'll serve traditional dishes from the Lazio region.

    Meals
    Dinner (Dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours)

    Included Activities

    • Dinner at a local Roman restaurant
  2. Day 2

    Umbria

    Start the morning at Vatican City with the Basilica of St. Peter, then head to Ancient Rome to see the Colosseum with a local expert guiding you through both sites. After that, you'll travel north to the village of Baschi in Umbria where Giovanni takes you truffle hunting. Chef Lorenzo will do a pasta demonstration for you, and then you'll have lunch with Orvieto Classico wine. The day wraps up in Perugia where you can walk through underground streets and medieval squares, including Corso Vannucci, the Priors' Palace, the cathedral, and the Great Fountain.

    Meals
    Breakfast, Lunch (Lunch in Baschi accompanied by Orvieto Classico wine after truffle hunting and pasta demonstration), Dinner

    Included Activities

    • Visit Basilica of St. Peter
    • Visit Colosseum with Local Expert
    • Truffle hunting session in Baschi with Giovanni
    • Pasta demonstration by Chef Lorenzo
    • Lunch in Baschi with Orvieto Classico wine
    • Walking tour of Perugia with Local Expert
    Landmarks/POIs
    Basilica of St. Peter
    Colosseum
    Priors' Palace
    Cathedral of Perugia
    Great Fountain (Fontana Maggiore)
  3. Day 3

    Perugia

    You'll visit an artisanal loom weaving workshop to meet Marta and her team, learning how this traditional craft has been kept alive through generations. In the afternoon, you have free time to either wander around Perugia on your own or take an optional trip to Cortona if that interests you. For dinner, you'll choose from several hand-picked local restaurants as part of a Dine Around experience.

    Meals
    Breakfast, Dinner (Dine Around experience - choose from hand-picked selection of Perugian restaurants)

    Included Activities

    • Visit artisanal loom weaving workshop and meet Marta and her team
    • Dine Around experience at selected Perugian restaurants

    Optional Activities

    • Optional experience to Cortona
    • Free time to explore Perugia
    Landmarks/POIs
    Laboratorio Giuditta Brozzetti
  4. Day 4

    Assisi

    The morning takes you to Assisi, a medieval town perched high in the mountains and surrounded by fortress walls. You'll first visit the Church of St. Mary of the Angels down in the valley, then head up Mount Subasio to explore the 13th-century Basilica of St. Francis with a local expert who'll explain Giotto's frescoes and how they influenced Renaissance artists.

    Meals
    Breakfast, Dinner

    Included Activities

    • Visit Church of St. Mary of the Angels
    • Walking tour of Assisi with Local Expert
    • Visit Basilica of St. Francis with Local Expert
    Landmarks/POIs
    Church of St. Mary of the Angels
    Basilica of St. Francis
    Mount Subasio
  5. Day 5

    San Gimignano

    You'll follow the shores of Lake Trasimeno on your way to Siena, where you'll stand in the shell-shaped Campo. After seeing the Town Hall, you can either visit the medieval Cathedral or try panforte, a traditional Tuscan dessert. Then it's on to San Gimignano, famous for its medieval towers, winding streets, and hidden squares. Stop by Sergio Dondoli's artisan ice cream parlour on Piazza della Cisterna to try his award-winning gelato. You'll stay at a villa near San Gimignano for the next three nights.

    Meals
    Breakfast, Dinner

    Included Activities

    • Visit Siena (choice of Cathedral OR Panforte tasting)
    • Guided exploration of San Gimignano with Travel Director
    • Visit Sergio Dondoli's artisan gelato parlour
    Landmarks/POIs
    Campo
    Siena Cathedral
    Town Hall (Palazzo Pubblico)
    Lake Trasimeno
    San Gimignano
    Piazza della Cisterna
  6. Day 6

    San Gimignano

    This is a relaxed day where you can spend time at the villa in the Tuscan countryside, or if you want to get out, there's an optional trip available to nearby Pisa and Lucca.

    Meals
    Breakfast, Dinner

    Optional Activities

    • Optional Experience to Pisa and Lucca
    • Free time at hotel/villa
  7. Day 7

    Florence

    You'll head to Florence in the morning for a walking tour that covers the marble cathedral topped with Brunelleschi's dome, the baptistery with the Gates of Paradise, and Giotto's bell tower. From there, you'll walk to Piazza della Signoria to see Renaissance sculptures and have free time to shop around the city. In the evening, you'll toast the trip with a farm-to-table dinner at a local restaurant serving homemade pastas, locally grown ingredients, and traditional Chianti wine from nearby farms.

    Meals
    Breakfast, Dinner (Farm-to-Table dinner at a local restaurant with locally grown ingredients, home-made pastas, traditional Chianti wine, all sourced from the farm in the Tuscan region)

    Included Activities

    • Walking tour of Florence with Local Expert
    • View Florence Cathedral and Brunelleschi's dome
    • Visit baptistery with Gates of Paradise
    • View Giotto's bell tower
    • Visit Piazza della Signoria
    • Farm-to-Table dinner at local restaurant

    Optional Activities

    • Shopping for Florentine leather and gold
    Landmarks/POIs
    Florence Cathedral
    Baptistery of Florence
    Giotto's Campanile (Bell Tower)
    Piazza della Signoria
  8. Day 8

    Rome

    You'll leave San Gimignano and travel south through rolling hills. The first stop is Bagno Vignoni, a medieval spa town known for its mineral-rich thermal baths. From there, you'll continue to Pienza, a Renaissance town designed as an ideal city and famous for its pecorino cheese. After exploring both towns, you'll head back to Rome.

    Meals
    Breakfast, Dinner

    Included Activities

    • Visit Bagno Vignoni medieval spa town
    • Visit Pienza Renaissance town
    Landmarks/POIs
    Bagno Vignoni
    Pienza
  9. Day 9

    Rome

    It's time to say goodbye to Italy and head home, taking your memories of Rome, the countryside, and the Tuscan villages with you.

    Meals
    Breakfast
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What's Included

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  • Accommodation
  • Guide
  • Meals
  • Additional Services
  • Transport
  • Free eSIM
    TourRadar offers the lead traveler (the person who booked) a free 1GB eSIM for the trip. The eSIM is redeemable only through the TourRadar app 72 hours before departure.

Where You'll Stay

All accommodations are subject to change

Customer Photos

Number of tours

787

Age Range

5 to 99 years old

Response time

within 1 day

Response rate

76%

When you travel with Insight Vacations every second is magical. You won’t...

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Cancellation Policy

A transparent overview of applicable fees.

Travel Insurance

Be covered for any unforseen circumstances.

Customer Reviews

  • Overall Rating
    Excellent
    4.5
  • Itinerary
    Excellent
    4.5
  • Guide
    Excellent
    4.5
  • Transport
    Excellent
    5.0
  • Accommodation
    Excellent
    4.5
  • Food
    Excellent
    4.5
  • 4.5
  • R
    · June 7th, 2019
    Special thank you to Antonio! Our trusty coach driver!! Not bus coach! Beautiful tour. Francis is a great historian! We were so impressed with his knowledge and caring for his clan!
    Show more
    Insight Vacations commented on this review
    We are extremely happy to hear that your Travel Director and Coach Driver helped set the perfect tone for a memorable experience through Italy with Insight Vacations. What’s more, we are elated to know that you enjoyed your coach rides and we certainly... Show more
    Country Roads of Tuscany & Central Italy (Classic) customer review photo 1Country Roads of Tuscany & Central Italy (Classic) customer review photo 2Country Roads of Tuscany & Central Italy (Classic) customer review photo 3
    Trip date: May 2019
  • S
    · March 14th, 2019
    This tour was an opportunity to meet up with friends from New Zealand that we had met on a previous Insight tour. It was great fun to travel with them and Insight Vacations once again. The travel itinerary was packed full of exciting places to visit and experiences to enjoy. Hotels are of a high standard in central locations. Mitja was very knowledgeable providing lots of local info but was also good fun and kept things moving along at a manageable pace for all. I totally love Italy and wouldn't hesitate to there again with Insight Vacations!!
    Show more
    Insight Vacations commented on this review
    Thank you for informing us about the wonderful time you had in Italy with Insight Vacations. We are delighted to hear that your Travel Director went above and beyond to make your time on the road a memorable one. Furthermore, we are without a doubt... Show more
    Trip date: September 2018

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2027

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
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What our customers ask about this tour

The content in our FAQ section is subject to change.
All questions
  • T

    Teresa

    Asked on January 22nd, 2024

    How much are the various extras?

    Price / Availability
    Tour Details
    • Insight VacationsOperatorWritten January 2024

      Please be advised that we don't have the exact cost of the various extras as the available Optional experiences that we have for Country Roads of Umbria & Tuscany can only be booked with the Travel Director at the start of the tour and are unable to be pre-purchased before the trip.

  • J

    Joy

    Asked on May 6th, 2023

    Can you help for My Visa from Nigeria?

    Visa
    • Insight VacationsOperatorWritten May 2023

      As a tour booking website, TourRadar is not a Visa authority. Visa requirements are regularly being updated and vary from one traveller to the next depending on nationality and residence etc. For up to date Visa requirments and to see if you qualify for an e-visa please check out the TourRadar visa page.

  • E

    Eva

    Asked on April 29th, 2023

    We are looking to go tour wineries in the tuscany region, best between 5-7 days. We would like to start in Rome, and end in Rome as well, might you have any recommendations here? We will be in Italy during October 2023

    Other
    Tour Details
    • Insight VacationsOperatorWritten May 2023

      If you prefer to visit a tour winery in the Tuscany region, I suggest the European Dream tour. See the Best of Switzerland, Italy, and France in 11 days on an Expert-Led Guided Tour. It starts in Venice and ends in Paris. On day 3 of the tour, head into the Apennine Mountains and the peaceful landscapes of Tuscany. Meet your Local Host for a guided tour through the house of the Italian Renaissance diplomat and writer, Nicolo Machiavelli. Visit the Italian garden with views of the Florence Cathedral and the historic cellar. Savor a tasting of wines made from the vineyards surrounding the home, accompanied by delicious samples of local Tuscan fare.

  • R

    Ron

    Asked on May 31st, 2022

    We have just 7 days in Tuscany area - No extra days (between cruises) We will be in Tuscany 1st.Sept.2023 - Is there a 7/8 day Tuscany tour? Can you suggest who could assist.

    Other
    Tour Details
    • Insight VacationsOperatorWritten June 2022

      Sounds like you have a wonderful holiday planned for next year! As you've a fairly tight timetable, Insight's Country Roads trip won't fit in well, since the closest departure is 3 September and it concludes on 11 September 2023. We would recommend a departure with one of our sister companies, Trafalgar, who operate the Rome and the Tuscan Highlights. This holiday commences 01 September, and while it's officially a nine-day trip, Day 8 sees you arriving into Rome, so you could depart that evening to join your cruise (although you would miss the Farewell Dinner). Alternatively, the Italian Holiday with Trafalgar may also suit - this is a 7-day trip commencing 01 Sep and runs from Rome to Rome, concluding on 07 September. Would either of those options suit you? Please let us know, we'd love to see you on board.

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Reach out to the experts at Insight Vacations with your enquiry, they usually respond within 1 day.
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Good to Know

Tour ID: 93269

  • Currency
    Euro
    Italy and Vatican City (Holy See)
  • Plugs & Adapters

    As a traveler from New Zealand you will need an adaptor for types L, C, E, F.

    Type L
    Italy
    Type C
    Vatican City (Holy See)
    Type E
    Vatican City (Holy See)
    Type F
    Vatican City (Holy See)
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before February 7th, 2026 a full payment is necessary. For tours departing after February 7th, 2026, a minimum payment of $300 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
  • Cancellation Policy
  • Accessibility
    Some tours are not suitable for mobility-restricted traveler, however, some operators may be able to accommodate special requests. For any enquiries, you can contact our customer support team, who are ready and waiting to help you.

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AdultsAges 18 or above

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ChildrenUnder 18

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2025

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Feb
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Apr
May
Jun
Jul
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Sep
Oct
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2026

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Aug
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2027

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